Holiday rentals with a hot tub in Milwaukee County

Quiet Retreat in Morgan Heights|Sleeps 6|1.5 bath

Relax with the whole family at this peaceful upper duplex in Milwaukee’s Morgan Heights. This 3BR, 1.5BA. with California king bed! home sleeps 6 and features a spacious kitchen, bright living area, and Jacuzzi bathtub. Enjoy the large backyard for entertaining or relaxing. Smart Apple Home features add modern convenience. Located near State Fair, highways, restaurants, parks, and shops. 15 minutes to downtown/airport. Perfect for families or anyone seeking comfort and easy access to the city.

Barclay House in Walker's Point

Our Walker's Point house is recently renovated, nearly everything is new. Relax in this stylish space which includes a private backyard, w/rear & front decks. Located next to cafes and some of Milwaukee's best restaurants. It is also within walking distance to the Summerfest grounds. We are minutes from Downtown Milwaukee, bike trails and the pedal taverns are just a block away from the house. We’ve just added a new hot tub! Two parking spots available directly across the street for $10 per day

Quiet, Comfy Craftsman 2-BR with Private Hot Tub!

This special place is close to everything that makes Milwaukee GREAT! Short drives lead you to downtown, State Fair Park, Am Fam Field, Fiserv Forum, Summerfest grounds, Milwaukee Zoo, and many great local hangouts. Enjoy the quiet, neighborly, & historic Washington Heights area in your own 2-BR lower apartment (of a duplex). Private access to a large 6-Person Hot Tub in the backyard during your stay! Free Off-Street parking for one vehicle. Also close to the Milwaukee Regional Medical Center.

Brew City Inn with Hot Tub

Welcome to GNRHomes Milwaukee! Make some memories at this luxurious, unique and family-friendly residential home on a quiet street. Newly renovated 1900’s home with both historic charm and modern luxury. Walkable to many major bars and restaurants. We are a few minutes to most popular MKE attractions, DM for more info. By booking this home you will have access to the entire space and private hot tub with an garage oasis. Great central location to discover all that Milwaukee has to offer.

Belleview House: Hot Tub, Backyard, Fire Table

Welcome to Belleview House, a delightful pet-friendly 3-bedroom home nestled in the heart of the vibrant Murray Hill/East Side neighborhood. We have renovated and redecorated the entire home and backyard (November 2025)! ✔ Hot Tub - closed during quiet hours ✔ Fast Wi-Fi ✔ Workspace ✔ Smart TVs ✔ Comfy king, queen, and twin beds ✔ Fenced Backyard with outdoor fire table ✔ Lawn bowling, horseshoe & cornhole ✔ Outdoor dining table ✔ 0.9 mi to Bradford Beach on Lake Michigan ✔ Stocked kitchen

Bass & Sparrow - Spa Retreat on the MKE River

Offering my personal peaceful Milwaukee home on the Milwaukee river just minutes from downtown. Wanna get your healing and nature on while visiting Milwaukee? Fish right from the backyard. Have a fire inside or out, hot tub it, infrared sauna, outdoor shower, watch the deer, river otters, mink, beaver, bald eagles, and song birds galore. All this just a $20 Uber ride to downtown for dinner and drinks. And to add to your relaxing escape, you can also book an in house massage.

The Good Land Getaway: Ideal location, hot tub

Nestled on a quiet street adjacent to Oak Leaf and Hank Aaron Trails and 45 acres of woods, hiking, and parks. A walk or bike ride from everything- Mayfair Mall, Miller Park, The Zoo, downtown/lakefront, Elm Grove, Wauwatosa village, Brookfield, Target, Trader Joe's, tons of restaurants and bars. Accessible to any freeway. The home is cozy, remodeled, has new appliances, decor and furniture. Spacious deck w/ hot tub. Giant yard. Classic, historic charm with modern updates.

6BR house, yard, hot tub - 5 min drive downtown

My spacious home spreads out over three levels on 1/3 acre in a quiet residential neighborhood, and is about one mile from most downtown restaurants, bars, breweries, and entertainment venues. Having easy access to the freeway and downtown it's a perfect location from which to explore the city, or to relax and have fun in the home with its many included amenities. Don’t forget your swimsuits so you can enjoy the new salt water hot tub with moto massage seats.

Retro Riverside Retreat, Backyard Oasis, Hot Tub

Escape to the retro riverside retreat! This large home sleeps 16+ and offers an incredible outdoor area with a hot tub, fire-pit, and river access. Your outdoor oasis and awaits. Inside, enjoy 6 bedrooms, 3 bathrooms, a huge dining table, and a game room. Perfect for large groups, family gatherings, or a peaceful oasis. Just a short 15-minute drive to vibrant Milwaukee attractions. Experience relaxation and adventure in our remarkable riverside getaway.

Happy Days Home close to all MKE attractions

Welcome to the Happy Days House! The cozy house is updated with a fully-equipped kitchen, full dining room with views, a charming living room anchored with a fireplace, completed with a queen sofa sleeper. Enjoy coffee on the porch overlooking a quaint tree lined street. Gather around the fire pit, dine outdoors, or pop into the hot tub (a spring to late fall amenity) in the private backyard. Location is central - AMF, Zoo, Fiserv, downtown, etc.

Brewers Hill Gem w/hot tub & seasonal shared pool

Your family will be close to everything when you stay at this centrally-located place. Walking distance to Brady Street, the Milwaukee River Walk, shops, restaurants and coffee houses. Less than a mile from Fiserv Forum, downtown Milwaukee and just minutes from Bradford Beach. This pet friendly unit has a private fenced in yard, BBQ grill, off street parking for your vehicles and motorcycles, and a hot tub for your use.

Cozy private music themed couples getaway, hot tub

Enjoy the cozy fire while relaxing in the hot tub in the private coved patio. Artistic "gallery like" lower apartment is nestled in a beautiful wooded neighborhood just 15 mins from Milwaukee's Downtown. Near by scenic views of the MKE skyline, Hoan Bridge, Summerfest Grounds and steps away from Lake Michigan, golf course and Seven Bridges hiking attraction.